| Identification | Back Directory | [Name]
DIPHENYLENEIODONIUM CHLORIDE | [CAS]
4673-26-1 | [Synonyms]
DPI
DPI CHLORIDE
DIBENZIODOLIUM CHLORIDE
DIPHENYLENEIODONIUM CHLORIDE
Dibenz[b,d]iodoliuM Chloride
Dibenziodolium chloride, DPI
Diphenyleneiodonium chloride, 97+%
DiphenyleneiodoniuM chloride, 97+% 25MG
[1,1'-BIPHENYL]-2,2'-DIYLIODONIUM CHLORIDE
Diphenyleneiodonium chlorideDibenziodolium chloride | [Molecular Formula]
C12H8ClI | [MDL Number]
MFCD00214165 | [MOL File]
4673-26-1.mol | [Molecular Weight]
314.55 |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
312-322 °C
| [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO (up to 5 mg/ml with warming) | [form ]
Powder | [color ]
Off-white | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months. |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
Binds strongly to flavoproteins and thus inhibits NO synthase, NADG reductase and NADPH oxidase.
Solubility: 5 mg in 1.7 mL of H2O:DMSO 40:60; 10 mg in 1.1 mL H2O:DMSO 10:90 | [Uses]
Diphenyleneiodonium Chloride binds strongly to flavoproteins and thus inhibits NO synthase, NADG reductase and NADPH oxidase.
Diphenyleneiodonium Chloride solubility: 5 mg in 1.7 mL of H2O:DMSO 40:60; 10 mg in 1.1 mL H2O:DMSO 10:90 | [Definition]
ChEBI: An organic chloride salt having dibenziodolium as the counterion. | [Description]
Diphenyleneiodonium (DPI) is an inhibitor of NADPH oxidase (NOX; EC50 = 0.1 μM in HeLa cells). It also inhibits nitric oxide synthase (NOS; IC50 = 0.05 μM in isolated mouse peritoneal macrophages). DPI (10, 50, and 100 μM) induces the production of reactive oxygen species (ROS) in, and apoptosis of, human umbilical vein endothelial cells (HUVECs). It inhibits NETosis induced by phorbol 12-myristate 13-acetate (PMA; ) in isolated human neutrophils when used at a concentration of 10 μM. DPI (2 mg/kg) reduces tumor growth in HT-29 and LS 174T colon cancer mouse xenograft models. | [Biochem/physiol Actions]
A potent and reversible inhibitor of nitric oxide synthetase from macrophages and endothelial cells. Also inhibits other flavoenzymes such as neutrophil NADPH oxidase. | [storage]
Desiccate at -20°C | [References]
1) Stuehr?et al.?(1991),?Inhibition of macrophage and endothelial cell nitric oxide synthase by diphenyleneiodonium and its analogs; FASEB J.,?5?98
2) Yea?et al.?(1990),?Purification and some properties of the 45 kDa diphenylene iodonium-binding flavoprotein of neutrophil NADPH oxidase; Biochem. J.,?265?95
3) Ye?et al.?(2014),?Identification of a novel small-molecule agonist for human G protein-coupled receptor 3; J. Pharmacol. Exp. Ther.,?349?4371
4) Mendes?et al.?(2001),?Diphenyleneiodonium inhibits NF-kappaB activation and iNOS expression induced by IL-1beta: involvement of reactive oxygen species; Mediators Inflamm.,?10?209
5) Kono?et al.?(2001),?Diphenyleneiodonium sulfate, an NADPH oxidase inhibitor, prevents early alcohol-induced liver injury in the rat;?Am. J. Physiol. Gastrointest. Liver Physiol.,?280?G1005 |
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